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9-phenylanthracene

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9-phenylanthracene Basic information
9-phenylanthracene Chemical Properties
Safety Information
  • Hazard Codes N
  • Risk Statements 50/53
  • Safety Statements 60-61
  • RIDADR UN 3077 9/PG 3
  • WGK Germany 3
  • HazardClass 9
  • HS Code 29029090
MSDS
9-phenylanthracene Usage And Synthesis
  • Chemical PropertiesPale Yellow Plates
  • PreparationPhenylboronic acid (2.13 g, 17.49 mmol), 9- bromoanthracene (3 g, 11.66 mmol), Pd(PPh3)4 (140 mg, 0.12 mmol), K2CO3 (16 mL, 2 M), and ethanol (8 mL) were mixed in a 100 mL flask containing anhydrous toluene (32 mL). The mixture was refluxed for 48 h under nitrogen. After cooled to room temperature, the reaction mixture was quenched with dilute hydrochloric acid solution and extracted with CH2Cl2. The organic extracts were dried over anhydrous MgSO4 and concentrated by rotary evaporation. The crude product was further purified by silica gel column chromatography (CH2Cl2/petroleum ether (1:4,v/v)) to get a white powder (2.43 g, 81.9 %). 1H NMR (500 MHz, CDCl3) δ 8.53 (s, 1H), 8.08 (d, J = 8.5 Hz, 2H), 7.70 – 7.67 (m, 2H), 7.63 – 7.54 (m, 3H), 7.50 – 7.45 (m, 4H), 7.37 (ddd, J = 8.7, 6.5, 1.2 Hz, 2H). EI-MS (m/z): Calculated for C20H14: 254.33. Found [M+]: 253.02.
    preparation of 9-phenylanthracene
    Synthesis of 9-phenylanthracene
  • Synthesis Reference(s)Journal of the American Chemical Society, 79, p. 393, 1957 DOI: 10.1021/ja01559a042
  • Purification MethodsChromatograph it on alumina in *C6H6 and recrystallise it from AcOH or toluene. [Beilstein 5 H 725, 5 II 639, 5 III 2462.]
9-phenylanthracene Preparation Products And Raw materials
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